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Diphenhydramine

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Identification
Molecular formula
C17H21NO
CAS number
58-73-1
IUPAC name
2-[(dimethylamino)methyl]-4-phenyl-phenol
State
State

At room temperature, Diphenhydramine exists as a solid.

Melting point (Celsius)
169.00
Melting point (Kelvin)
442.00
Boiling point (Celsius)
326.00
Boiling point (Kelvin)
599.00
General information
Molecular weight
255.34g/mol
Molar mass
255.3420g/mol
Density
1.0250g/cm3
Appearence

Diphenhydramine is a crystalline, white, solid compound. It usually appears in powdered form and has a bitter taste.

Comment on solubility

Solubility of 2-[(dimethylamino)methyl]-4-phenyl-phenol

The solubility of the compound 2-[(dimethylamino)methyl]-4-phenyl-phenol in various solvents is an intriguing topic, as it exhibits distinct characteristics that are essential for its applications. Its solubility behavior can be summarized as follows:

  • Polar Solvents: This compound shows reasonable solubility in polar solvents such as water and ethanol due to the presence of the hydroxyl (-OH) group, which can form hydrogen bonds.
  • Non-Polar Solvents: The phenyl groups contribute to a degree of hydrophobicity, leading to limited solubility in non-polar solvents like hexane or benzene.
  • pH Dependence: The solubility can also vary with pH levels, as changes in protonation states of the amine group can influence its interactions with the solvent.
  • Temperature Effects: Generally, solubility tends to increase with temperature, allowing for better dissolution in warmer solutions.

In conclusion, while 2-[(dimethylamino)methyl]-4-phenyl-phenol has favorable solubility in polar environments, its behavior in non-polar solvents and its dependency on external factors such as pH and temperature make it a compound of interest for solubility studies. This versatile solubility nature enhances its potential for various chemical applications.

Interesting facts

Interesting Facts about 2-[(Dimethylamino)methyl]-4-phenyl-phenol

2-[(Dimethylamino)methyl]-4-phenyl-phenol, often shortened to DMAMP, is a fascinating compound that showcases the intriguing interplay between organic chemistry and biological systems. Here are some noteworthy aspects:

  • Dual Functionality: This compound features both a phenolic group and a dimethylamino moiety, enabling it to exhibit both electron-donating and electron-accepting characteristics. This dual functionality can be pivotal in various chemical reactions and applications.
  • Applications in Industry: DMAMP is utilized as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of drugs that can target specific biological processes.
  • Biological Activity: Research has indicated that similar compounds may demonstrate antimicrobial properties. While DMAMP's specific biological effects require further study, its structural components hint at potential health applications.
  • Synthesis Challenges: The synthetic route to producing DMAMP can be complex, often requiring specific conditions to ensure the desired orientation of the dimethylamino group. This makes understanding reaction mechanisms essential for chemists working in the field.
  • Environmental Considerations: As with many organic compounds, the environmental impact of DMAMP and its derivatives warrants careful assessment, particularly in manufacturing and waste disposal practices.

In conclusion, 2-[(dimethylamino)methyl]-4-phenyl-phenol is more than just a chemical entity; it is a compound rich with potential in medicinal chemistry and organic synthesis. As scientists continue to explore its properties and applications, DMAMP exemplifies the exciting possibilities that lie within the realm of chemical compounds.

Synonyms
21140-37-4
(1,1'-BIPHENYL)-4-OL, 3-((DIMETHYLAMINO)METHYL)-
3-Dimethylaminomethyl-4-hydroxybiphenyl
BRN 2723632
DTXSID60175384
3-((Dimethylamino)methyl)(1,1'-biphenyl)-4-ol
4-13-00-02150 (Beilstein Handbook Reference)
RefChem:204034
DTXCID0097875
2-[(dimethylamino)methyl]-4-phenylphenol